I just saw Trump leaving the rally. Why would they be wearing masks?
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Taken from secretservice.gov:
"How long do former presidents receive Secret Service protection after they leave office?
In 1965, Congress authorized the Secret Service (Public Law 89-186) to protect a former president and his/her spouse during their lifetime, unless they decline protection."
So Trump security detail is assigned, meaning it's already known who they are somewhat negating the need for concealment. At least anyone interested in figuring out who they are, I'm sure could via Gov resources.
He has in the past utilized government and private security as well. Marines, SS, and Private Security all suited up with masks ... who could tell who was who at that point?
Yeah, he's no dummy, needs all the security he can get at this point.